Madeira Sailing & Charter
Discover Madeira
Private sailing experiences designed to enjoy the Atlantic with comfort, exclusivity and the freedom to slow down.
Happy Hour Madeira
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Our Experiences
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Private Boat Tours in Madeira
Introduction
Our private sailing experiences invite you to discover Madeira from a rare perspective, away from the crowds, surrounded by comfort, exclusivity and a genuine connection to the Atlantic.
Reviews
Wonderful Sunset Experience
Alex and João made this trip awesome! We had 6 of us on the boat and timed it for a sunset cruise. Our guides were thoughtful, informative, and friendly. Alex and João were very focused on finding us a beautiful, clear, warm spot to swim. Their diligence paid off because the swimming was perfect! The boat was clean and fast. The snack and drinks were delicious.One of the things we appreciated the most was that the day we originally scheduled for turned out to be bad weather and water conditions. They called us the day of to ask if we still wanted to go or if we wanted to reschedule at no extra cost so that we could enjoy the weather. Excellent, proactive customer service!I can't recommend this company and experience enough! A well worth it adventure!
Amanda P
04/09/2025
Top!!
An incredible day on the sailboat with Pedro and Alexander! Warm Welcoming, delicious snack, unlimited drinks and a team with great care. We loved it from start to finish. Recommend without hesitation!
Marcia C
30/08/2025
Amazing 6 Hours on Happy Hour Madeira
Our family of 6 adults booked a 6 hour private boat tour with Happy Hour Madeira. Alex and Pedro were outstanding hosts and everything exceeded our expectations. The "snack" were enough for lunch (we don't eat tons :)) and the drinks kept flowing. I would HIGHLY recommend this group!
Julie G
11/08/2025
Advice, really!
Top. Sympathy, professionalism, safety, very good. This is not our first experience with Happy Hour and will not be the last. Thank you Luis and Pedro.
Ana
27/07/2025
Unforgettable boat ride
Matilde, Pedro and Manel were super professionals and organized a half-day tour that exceeded expectations. Since the sympathy, knowledge about the island, the sea and not least the snacks, provided a very special day for my friends who were visiting the island for the first time.Thank you and see you next time!
Rita G
27/07/2025
Happy Hour w/ Alex and Luis
We did a happy hour cruise at 1430 with Luis and Alex and it was incredible. The two gentleman made this excursion extremely enjoyable. They were attentive, and prepared an incredible assortment of fruits, salads and Portuguese dips. They made sure we had full drinks at all times. I would recommend this for a perfect half day activity and still have the remainder of your evening to enjoy Madeira.
Christopher C
30/06/2025
Must do in Madeira
My wife and I had an amazing time on a morning sail on our honeymoon. The crew was friendly and informative. Great views and conversations plus delicious drinks/snacks and swimming. Highly recommend to see the island from the sea!
Matt L
28/06/2025
Top Trip
We did a full day trip with friends (2 couples) -What a great day with Pedro and Alex. Both great guys and knowledgable.We stayed away from the crowds and went to some great spots. We had food from Akqu a local restaurant from a top chef on the island and would recommend you do this. Not someone who posts a lot so that should say it all....
Kev M
30/05/2025
Honeymoon
Alex and Manuel were beyond incredible! Happy Hour is a MUST do while in Madeira. We enjoyed their company on the boat more than anything— and that’s saying a lot from the exquisite view, delicious food, and continuous pour of wine! Alex and Manuel have hearts of gold and we truly felt so lucky to cross paths with them. Their service is above and beyond and we send them the biggest hugs. Thank you for letting us experience this with you! Happy Hour is a MUST do and this duo is worth requesting.
clay
21/05/2025
Amazing Madeira Sunset Cruise!
What a great experience and time with Happy Hour Madeira. You will not be disappointed! We were a family of six adults. We fit very comfortable on Alex's sailboat. Alex and his first mate Thomas were wonderful. They were so friendly, easy to talk with and very informative about the island. Matilde, the booking manager, was fantastic to work with. I can not say enough good things about Happy Hour Madeira and our experience.
Tim T
02/12/2024
Before You Sail
FAQ
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Happy Hour Madeira
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Experience Madeira from the sea, away from the crowds, with complete privacy and itineraries designed at your own pace.
